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CC BY 4.0 · SynOpen 2023; 07(03): 381-393
DOI: 10.1055/a-2126-0346
DOI: 10.1055/a-2126-0346
paper
Synthesis of the Key Saccharide Fragments of the Glucuronic Acid-Containing Repeat Unit of Pentosan Polysulfate, a Heparin Sulfate Mimetic
We thank Jinan University, the Australian National University and Beta Therapeutics Pty Ltd for financial support.
Abstract
Suitably protected mono- and di-saccharide residues associated with the glucuronic acid-containing repeat unit related to pentosan polysulfate have been prepared. The stereo-controlled coupling, using trichloroacetimidate chemistry, of certain of these is also described and the structure of a disaccharide so-formed has been confirmed by single-crystal X-ray analysis.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2126-0346. Included are an outline of the general synthetic protocols employed in this study, plots derived from the single-crystal X-ray analyses of compounds 17, 18 and 40 together with summaries of key NMR spectral data used to establish the structures of compounds 3, 12 and 13, 31 and 32 and 34.
Copies of the 1H and 13C NMR spectra of compounds 2, 3, 4 (R =Me), 5, 7, 9, 11–17, 19, 21–34 and 36–40 are also provided.
- Supporting Information
Publication History
Received: 08 May 2023
Accepted after revision: 07 July 2023
Accepted Manuscript online:
10 July 2023
Article published online:
21 August 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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